I met her on OKCupid. She was 5’8″, slim, with a tiny chest and librarian glasses. More gawky than anything else, she was a math major and a nerd. Intelligent, and very well spoken. We talked very comfortably, and we still keep in touch.
After matching we decided to go for Taco’s after a few exchanged texts. I meet her, and I can tell she’s nervous. After sitting on a park bench downing tacos, we get to talking. Thinking nothing else, we decide to part ways and keep talking.
I don’t think of anything on first dates, but what I’ve come to realize is that if the girl is interested, and I’m not, keep it positive – maybe something will happen.
Few days later, she admits to me she’s never been in a relationship, and looking back it’s obvious. Lack of confidence, minimal eye contact – she’s lonely. Her dad does well for himself, her mom’s got too much time on her hands so she’s been a helicopter mom. Her brother is a pastor.
It all makes sense. They literally never let her out of the house, and even at the age of 31 she’s still got a curfew.
I tell her that I’m probably not right for her, and she shares with me her disappointment. “Can we still be friends? I really like talking to you…”
“Honestly, no. I don’t want to lead you on, and I met you on a dating site – I’m just gonna turn into a horn dog and try to sleep with you out of boredom”.
I didn’t bother checking my phone, I was busy and not expecting a reply. That night, I opened up my chat and saw her reply…
“I want to lose my virginity. I’m ok with you taking it.”
…well, fuck.. now I’m committed.
Fast forward a couple of weeks, and one of the byproducts of her being such a “good girl” is that everyone trusts her. In fact, she is asked to house sit and take care of cats, cause.. well.. she’s a cat person.
“I have to condo sit downtown for a week – want to come by?”
After more texts and alignment, the deal is this:
1. I’ll try to make it at least romantic
2. Use protection
3. Don’t fall in love with hornymemories
The place she was at was close to the local market, so I made a nice meal and headed to the bedroom. After weeks of wait and anticipation, we started. There’s something awesome about seeing a woman naked for the first time and in this case, I had her naked and on her back.
Tall, lanky, A cup breasts. Perky nipples. Time to go to work…
I started to kiss her, and moved my fingers to her crotch… here she is lying the bed, legs open, and me on her side with my fingers exploring. As I realized I’m the first to explore this body, the precum coming out was now dripping to the base of my balls.
I grab a towel and put it under her ass. “What’s this for?”
“Because you might bleed, and depending on how it goes, we might make a bit of a mess”
I put a condom on, and got on top. Looked her in the eyes as I slowly made my way in.
She was nervous, and I could tell. I slowly inched my way in until I was in and let her know. She said it was uncomfortable, but felt good. Obviously, my carnal desires are to thrust like crazy, but I want to make this girl want it some more so we take our time.
My goal is to gain her trust because I plan on using this pussy as my personal cum dump in the upcoming months.
I make it a mission to kiss her, and not even thrust. I think the fact that my rock hard dick is inside this virgin is good enough. Her breaths are short and hurried, she’s uncomfortable, but she’s…. inspired?
“You ok?”
“yeah…”
“Does it hurt?”
“A little”
“I’m gonna slowly keep going in and out, let’s see what happens”
“ok”
After a few minutes this recently devirginized pussy is soaked, and fucking her is pretty easy. I don’t want to get carried away and I want to test out the “don’t cum on the first fuck” theory, so I don’t cum.
I stop, we relax, and she asks how come I didn’t cum. “I don’t think you’re ready for that yet…”
:)
—-
Part 2:
It’s been a week since I’ve seen this young virgin, and now she’s no longer a virgin – she’s a woman. It’s crazy to see how different she looks at the world. Confidence is high now, and she wants to keep going.
By chance, the next weekshe’s house sitting in a different part of the city for someone else who’s out of town. This time, she wants me to cum. “Good, I want your kitty to milk all the cum out of me.” She just replies with a kiss emoji and I know I’m about to have a good night.
After a couple of drinks and a good meal, she takes me to the bedroom and strips naked for me, gets on the bed, spreads her legs open and says “ok, I want you to cum.”
Condom on, I hop on top and just fuck. If you can relate, you know what I’m talking about. Just standard missionary, elbows beside her ears, legs wrapped around me, just pounding. With each thrust my goal is to shove as much dick deep inside her, and she’s loving every second of it.
With my balls swelling, I look her in the eye and tell her I’m gonna cum and with that I thrust. Thrust so hard that my ass cheeks are fully constricted trying to push that first burst of cum as deep as I can.
I kiss her softly, and let her know her kitty is great. I tell her that our second time I was being selfish, and that I needed to nut inside her. I fall asleep.
In the morning, I take a shower and get back to the bedroom where she’s still there.
“I’m a little sore”
“Good!” I reply, smiling ear to ear.
I’m still naked, and I begin stroking myself to get hard. She looks at my dick as I step closer to her on the bed. I put the tip of my dick straight to her mouth.
“Seriously?”
“Might as well be with me the first time…”
With that, she gently let’s my semi hard dick in her mouth. I moan due to the warmth, but cringe at the teeth. She doesn’t know, and she’s not really in the mood. I guess she won’t be much of a cock sucker after all.
Moments later, I tire of making her do something she’s not into, and get her on her back, spread her legs, and start kissing my way to her pussy. She hasn’t taken a shower yet, and I can taste the condom on her pussy. She let’s out a sigh as I warm her up.
Now that I’m hard, I get another condom and get ready to mount.
Just over a month ago, she was a virgin, and super shy. Now she’s spread eagle for me ready for another round. I get on top and enter her. This time, I take my time and fuck her for what seems like a long time.
“Just lie there, I want to feel all of you. I’m going to have my way… I’m not going to tell you when I cum. I’m just gonna fuck you ok?
“ok…”
————
Positions. Inspections. Hand jobs. She wants to try it all. “I don’t want a guy who is afraid of me.. they’re all worried I’m going to fall in love with them because they’re my first. Now I don’t care, and they don’t care.”
We would continue like this for months. She would try dating guys, but she wouldn’t fuck any of them. She would always come back to me. Any time she had a place to look after, she would call me up and invite me over. In all, she would end up house sitting for 2-3 months out of the year.
————
“Hey, so I think a guy really likes me…”
“Do you like him?”
“Yeah… he’s not as horny as you.”
“He’s just being polite lol”
“Hahaha maybe…. ”
“So looks like you’ve slept with two guys?! whoa.. whoa whoa.. don’t get too wild here”
“Hahaha… I think he wants to get serious”
“Do you want to get serious?”
“Yeah I want to settle down…”
“I’m happy for you. I’m also thankful you’re comfortable with me to the point where you’d share that with me. So thank you.”
“Hornymemories, thanks. I’m glad we can talk.”
“It’s all good. You’re horny, and you have needs. I’m glad he’s taking care of them lol”
“…yeah, but I want to see you one last time”
“Why?”
“You’re better in bed.”
“What do I get out of this? I don’t want drama….”
“What do you want?”
…fuck it, I got nothing to lose.
“I want one night where I get to have my way. Just stay quiet, lie there, and let me fuck you however which way I want before you go back to him… and every time he’s fucking you, I want you to think back to me because he still can’t fuck you as good as I can… for one night, your pussy is mine.”
“I’m wet…”
“I want you on your back, with me pumping in and out of you, with my balls slapping your asshole. I want you sore the next day.”
———————
That Friday she came by my place. She brought over a small cake, and did herself up for the night. A home cooked meal, a bottle of wine, and maybe a little weed and I’m taking her clothes off and getting her ready.
“Just lie there. No hands in my hair, no hugging, no wrapping your legs around me. This is my last time I get to enjoy your pussy. All my time in you and your pussy, in preparing it for your future man has led us to this moment – I don’t care if your pussy is wet or not. Don’t speak. On your back, legs spread… I’m gonna enjoy this pussy and use it for what its intended for – making a cock cum.”
She nods, and gets on her back.
Drunk, high, and full of hormones, I proceed to just fuck. Pumping, thrusting, grunting. She makes no sound. I’m sweating buckets, we’re soaked in each others bodily fluids. Every time I thrust hard she grunts softly, reminding me she’s still alive.
At this point, it’s been almost an hour of me just on top of her thrusting away. My dick feels amazing in this lovely tight pussy, and it’s time to cum. I reposition myself on top of her and begin fucking with a level of intensity where the noise from the slapping of skin is undeniable. I cock my hips back and thrust one last time, releasing a gush of sperm. I’m grunting uncontrollably, and I don’t give a fuck cause this is the last time I get to fuck this special pussy.
—————
“…you gotta be careful young lady” I say to her in a text. She’s been messaging me, and we’ve been joking around.” It’s been a year since we last hooked up, and she’s now moved into a swanky new condo midtown.
“why?”
“cause I know when you’re horny, and you’re talking to me.”
“I hate you cause you have no filter, and speak more truths than lies.”
“If this happens, this isn’t some romantic affair. I’m literally just coming over to your place, bending you over your counter, and fucking you. I’m being honest, I wouldn’t want to be in your bf’s shoes if I found out my girl was hooking up with a guy from her past”.
—————-
Lessons Learned: Be direct and tell women what you’re going to do to them *AND* why. Also, on the first date, it’s ok to touch their hand and say “I’ll pay for dinner.. I’m hoping you’ll pay for desert after”.
Source: reddit.com/r/gonewildstories/comments/mb190b/mf_the_31_year_old_virgin_fucks_me_till_she_finds
Excellent work. Are there more stories?